# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 08:46:48 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 3-[(2H-1,3-benzodioxol-5-yl)methyl]-8-fluoro-1-(1,3-thiazol-2-yl)[1]benzopyrano[2,3-c]pyrrol-9(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc2Oc3c(Cc4ccc5OCOc5c4)[nH]c(c6sccn6)c3C(=O)c12
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 9M0  9M0  3-[(2H-1,3-benzodioxol-5-yl)methyl]-8-fluoro-1-(1,3-thiazol-2-yl)[1]benzopyrano[2,3-c]pyrrol-9(2H)-one  ligand  43  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9M0
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 9M0  C4   C  CR66  0   0.406  -1.4922  -2.5192   0.3110
 9M0  C5   C  CR66  0  -0.358  -2.5401  -1.8563  -0.3547
 9M0  C6   C  CR6   0   0.552  -3.5079  -2.6828  -0.9445
 9M0  C8   C  CR56  0   0.210  -0.5308  -0.5176   0.9337
 9M0  C9   C  CR56  0  -0.173  -1.5386   0.2563   0.3254
 9M0  C10  C  CR6   0   0.402  -2.6037  -0.3730  -0.4275
 9M0  C11  C  CR5   0   0.291   0.4065   0.3015   1.5077
 9M0  C13  C  CR5   0   0.375  -1.1837   1.5866   0.5441
 9M0  O7   O  O     0  -0.469  -0.4916  -1.8609   0.9268
 9M0  C15  C  CR5   0  -0.053  -1.8114   2.8339   0.1692
 9M0  C1   C  CR16  0  -0.427  -3.4609  -4.0554  -0.8973
 9M0  C2   C  CR16  0  -0.234  -2.3992  -4.6625  -0.2331
 9M0  C3   C  CR16  0  -0.364  -1.4165  -3.9075   0.3700
 9M0  N12  N  NR15  0  -0.696  -0.0229   1.5687   1.2420
 9M0  O14  O  O     0  -0.392  -3.4458   0.2317  -1.0623
 9M0  C16  C  CH2   0  -0.631   1.6743  -0.0127   2.2239
 9M0  C17  C  CR6   0   0.136   2.7792  -0.4085   1.2717
 9M0  C18  C  CR16  0  -0.381   3.3601   0.5717   0.4493
 9M0  C19  C  CR56  0   0.312   4.3442   0.1664  -0.4144
 9M0  C20  C  CR56  0   0.287   4.7617  -1.1547  -0.4887
 9M0  C21  C  CR16  0  -0.331   4.2088  -2.1287   0.3018
 9M0  C22  C  CR16  0  -0.328   3.2011  -1.7262   1.1901
 9M0  O23  O  O     0  -0.486   5.0728   0.9162  -1.2759
 9M0  C24  C  CH2   0   0.069   5.8321   0.0003  -2.0551
 9M0  O25  O  O     0  -0.486   5.7606  -1.2590  -1.4001
 9M0  S26  S  S2    0   0.233  -0.8424   4.2242  -0.2141
 9M0  C27  C  CR15  0  -0.499  -2.2722   5.1268  -0.4660
 9M0  C28  C  CR15  0  -0.027  -3.3549   4.3291  -0.2672
 9M0  N29  N  N     0  -0.362  -3.0887   3.0447   0.0930
 9M0  F30  F  F     0  -0.291  -4.5378  -2.1254  -1.5809
 9M0  H1   H  HCR6  0   0.287  -4.2390  -4.6406  -1.3680
 9M0  H2   H  HCR6  0   0.285  -2.3466  -5.7417  -0.1885
 9M0  H3   H  HCR6  0   0.283  -0.5900  -4.3756   0.8871
 9M0  H4   H  HNR5  0   0.428   0.4249   2.3901   1.6234
 9M0  H5   H  HCH2  0   0.289   1.9796   0.8569   2.8106
 9M0  H6   H  HCH2  0   0.287   1.4980  -0.8185   2.9381
 9M0  H7   H  HCR6  0   0.263   3.0475   1.6076   0.4995
 9M0  H8   H  HCR6  0   0.273   4.5334  -3.1592   0.2520
 9M0  H9   H  HCR6  0   0.253   2.7424  -2.4703   1.8289
 9M0  H10  H  HCH2  0   0.233   5.4024  -0.0777  -3.0595
 9M0  H11  H  HCR5  0   0.314  -2.2448   6.1685  -0.7431
 9M0  H12  H  HCR5  0   0.275  -4.3802   4.6544  -0.3687
 9M0  H13  H  HCH2  0   0.246   6.8689   0.3314  -2.1076

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 9M0  O25  C20  single    1.356  0.020  1.356
 9M0  O25  C24  single    1.421  0.020  1.421
 9M0  C21  C20  aromatic  1.371  0.020  1.371
 9M0  C21  C22  aromatic  1.402  0.020  1.402
 9M0  C20  C19  aromatic  1.388  0.020  1.388
 9M0  C22  C17  aromatic  1.386  0.020  1.386
 9M0  C24  O23  single    1.422  0.020  1.422
 9M0  C19  O23  single    1.355  0.020  1.355
 9M0  C19  C18  aromatic  1.371  0.020  1.371
 9M0  C17  C18  aromatic  1.405  0.020  1.405
 9M0  C17  C16  single    1.511  0.020  1.511
 9M0  C16  C11  single    1.490  0.020  1.490
 9M0  C11  C8   aromatic  1.371  0.020  1.371
 9M0  C11  N12  aromatic  1.364  0.020  1.364
 9M0  O7   C8   single    1.344  0.020  1.344
 9M0  O7   C4   single    1.347  0.020  1.347
 9M0  C3   C4   aromatic  1.392  0.020  1.392
 9M0  C3   C2   aromatic  1.378  0.020  1.378
 9M0  C8   C9   aromatic  1.409  0.020  1.409
 9M0  N12  C13  aromatic  1.355  0.020  1.355
 9M0  C4   C5   aromatic  1.407  0.020  1.407
 9M0  C2   C1   aromatic  1.392  0.020  1.392
 9M0  C9   C13  aromatic  1.394  0.020  1.394
 9M0  C9   C10  single    1.448  0.020  1.448
 9M0  C13  C15  single    1.446  0.020  1.446
 9M0  C5   C10  single    1.487  0.020  1.487
 9M0  C5   C6   aromatic  1.403  0.020  1.403
 9M0  C1   C6   aromatic  1.374  0.020  1.374
 9M0  C10  O14  double    1.216  0.020  1.216
 9M0  C6   F30  single    1.333  0.020  1.333
 9M0  N29  C15  aromatic  1.297  0.020  1.297
 9M0  N29  C28  aromatic  1.360  0.020  1.360
 9M0  C15  S26  aromatic  1.737  0.020  1.737
 9M0  C28  C27  aromatic  1.359  0.020  1.359
 9M0  S26  C27  aromatic  1.710  0.020  1.710
 9M0  C1   H1   single    0.930  0.020  1.080
 9M0  C2   H2   single    0.930  0.020  1.080
 9M0  C3   H3   single    0.930  0.020  1.080
 9M0  N12  H4   single    0.860  0.020  1.020
 9M0  C16  H5   single    0.970  0.020  1.090
 9M0  C16  H6   single    0.970  0.020  1.090
 9M0  C18  H7   single    0.930  0.020  1.080
 9M0  C21  H8   single    0.930  0.020  1.080
 9M0  C22  H9   single    0.930  0.020  1.080
 9M0  C24  H10  single    0.970  0.020  1.090
 9M0  C27  H11  single    0.930  0.020  1.080
 9M0  C28  H12  single    0.930  0.020  1.080
 9M0  C24  H13  single    0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 9M0  C3   C4   O7   115.33  3.000
 9M0  C3   C4   C5   122.03  3.000
 9M0  O7   C4   C5   122.64  3.000
 9M0  C10  C5   C6   122.54  3.000
 9M0  C6   C5   C4   115.79  3.000
 9M0  C10  C5   C4   121.67  3.000
 9M0  F30  C6   C1   117.42  3.000
 9M0  F30  C6   C5   119.18  3.000
 9M0  C1   C6   C5   123.40  3.000
 9M0  O7   C8   C11  125.41  3.000
 9M0  O7   C8   C9   124.60  3.000
 9M0  C11  C8   C9   109.98  3.000
 9M0  C13  C9   C10  133.11  3.000
 9M0  C10  C9   C8   120.79  3.000
 9M0  C13  C9   C8   105.93  3.000
 9M0  O14  C10  C9   124.39  3.000
 9M0  O14  C10  C5   123.47  3.000
 9M0  C9   C10  C5   112.13  3.000
 9M0  C16  C11  N12  123.89  3.000
 9M0  N12  C11  C8   104.97  3.000
 9M0  C16  C11  C8   131.09  3.000
 9M0  N12  C13  C15  121.14  3.000
 9M0  C15  C13  C9   132.23  3.000
 9M0  N12  C13  C9   106.64  3.000
 9M0  C8   O7   C4   117.98  3.000
 9M0  N29  C15  S26  113.97  3.000
 9M0  S26  C15  C13  120.36  3.000
 9M0  N29  C15  C13  125.67  3.000
 9M0  H1   C1   C2   121.36  3.000
 9M0  H1   C1   C6   120.07  3.000
 9M0  C2   C1   C6   118.57  3.000
 9M0  H2   C2   C3   119.60  3.000
 9M0  H2   C2   C1   119.48  3.000
 9M0  C3   C2   C1   120.91  3.000
 9M0  H3   C3   C2   121.13  3.000
 9M0  H3   C3   C4   119.58  3.000
 9M0  C2   C3   C4   119.29  3.000
 9M0  H4   N12  C13  124.30  3.000
 9M0  H4   N12  C11  122.84  3.000
 9M0  C13  N12  C11  112.48  3.000
 9M0  H6   C16  H5   106.35  3.000
 9M0  H6   C16  C17  109.70  3.000
 9M0  H5   C16  C17  110.03  3.000
 9M0  H6   C16  C11  109.45  3.000
 9M0  H5   C16  C11  109.16  3.000
 9M0  C17  C16  C11  111.99  3.000
 9M0  C22  C17  C18  120.19  3.000
 9M0  C18  C17  C16  119.23  3.000
 9M0  C22  C17  C16  120.57  3.000
 9M0  H7   C18  C19  121.28  3.000
 9M0  H7   C18  C17  121.38  3.000
 9M0  C19  C18  C17  117.34  3.000
 9M0  O23  C19  C20  109.33  3.000
 9M0  O23  C19  C18  128.55  3.000
 9M0  C20  C19  C18  122.10  3.000
 9M0  O25  C20  C21  129.05  3.000
 9M0  C21  C20  C19  121.62  3.000
 9M0  O25  C20  C19  109.32  3.000
 9M0  H8   C21  C22  121.22  3.000
 9M0  H8   C21  C20  121.96  3.000
 9M0  C22  C21  C20  116.82  3.000
 9M0  H9   C22  C21  118.75  3.000
 9M0  H9   C22  C17  119.32  3.000
 9M0  C21  C22  C17  121.93  3.000
 9M0  C24  O23  C19  106.21  3.000
 9M0  H13  C24  H10  110.53  3.000
 9M0  H13  C24  O25  109.83  3.000
 9M0  H10  C24  O25  109.86  3.000
 9M0  H13  C24  O23  109.80  3.000
 9M0  H10  C24  O23  109.81  3.000
 9M0  O25  C24  O23  106.94  3.000
 9M0  C24  O25  C20  106.18  3.000
 9M0  C27  S26  C15   89.35  3.000
 9M0  H11  C27  C28  128.66  3.000
 9M0  H11  C27  S26  121.79  3.000
 9M0  C28  C27  S26  109.55  3.000
 9M0  H12  C28  N29  119.66  3.000
 9M0  H12  C28  C27  124.43  3.000
 9M0  N29  C28  C27  115.91  3.000
 9M0  C28  N29  C15  111.21  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 9M0  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 9M0  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 9M0  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 9M0  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 9M0  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 9M0  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 9M0  CONST_07  C13  N12  C11  C8      0.00   0.0  0
 9M0  CONST_08  N12  C13  C9   C8      0.00   0.0  0
 9M0  CONST_09  C15  C13  C9   C8    180.00   0.0  0
 9M0  CONST_10  N12  C11  C8   C9      0.00   0.0  0
 9M0  CONST_11  C11  N12  C13  C9      0.00   0.0  0
 9M0  CONST_14  C13  C9   C8   C11     0.00   0.0  0
 9M0  CONST_15  C15  C13  N12  C11   180.00   0.0  0
 9M0  CONST_16  C28  N29  C15  C13   180.00   0.0  0
 9M0  CONST_17  C27  S26  C15  C13   180.00   0.0  0
 9M0  CONST_18  C27  C28  N29  C15     0.00   0.0  0
 9M0  CONST_19  C28  C27  S26  C15     0.00   0.0  0
 9M0  CONST_22  C20  C21  C22  C17     0.00   0.0  0
 9M0  CONST_23  C20  C19  C18  C17     0.00   0.0  0
 9M0  CONST_24  C21  C20  C19  C18     0.00   0.0  0
 9M0  CONST_25  C21  C22  C17  C18     0.00   0.0  0
 9M0  CONST_26  C22  C21  C20  C19     0.00   0.0  0
 9M0  CONST_27  C22  C17  C18  C19     0.00   0.0  0
 9M0  CONST_28  C28  N29  C15  S26     0.00   0.0  0
 9M0  CONST_29  N29  C28  C27  S26     0.00   0.0  0
 9M0  CONST_30  N29  C15  S26  C27     0.00   0.0  0
 9M0  CONST_31  C15  C13  C9   C10     0.00   0.0  0
 9M0  CONST_32  F30  C6   C5   C4    180.00   0.0  0
 9M0  CONST_33  C16  C11  C8   C9    180.00   0.0  0
 9M0  CONST_34  F30  C6   C5   C10     0.00   0.0  0
 9M0  CONST_35  C16  C11  N12  C13   180.00   0.0  0
 9M0  CONST_36  C16  C11  C8   O7      0.00   0.0  0
 9M0  CONST_37  F30  C6   C1   C2    180.00   0.0  0
 9M0  CONST_38  C21  C22  C17  C16   180.00   0.0  0
 9M0  CONST_39  C19  C18  C17  C16   180.00   0.0  0
 9M0  CONST_40  H2   C2   C3   C4    180.00   0.0  0
 9M0  CONST_41  H3   C3   C4   C5    180.00   0.0  0
 9M0  CONST_42  H1   C1   C6   C5    180.00   0.0  0
 9M0  CONST_43  H4   N12  C11  C8    180.00   0.0  0
 9M0  CONST_44  H12  C28  N29  C15   180.00   0.0  0
 9M0  CONST_45  H11  C27  S26  C15   180.00   0.0  0
 9M0  CONST_46  H8   C21  C22  C17   180.00   0.0  0
 9M0  CONST_47  H9   C22  C17  C18   180.00   0.0  0
 9M0  CONST_48  H7   C18  C19  C20   180.00   0.0  0
 9M0  Var_01    C11  C8   O7   C4   -179.67  30.0  1
 9M0  Var_02    C9   C10  C5   C4     -3.83  30.0  1
 9M0  Var_03    C8   C9   C10  C5      4.97  30.0  1
 9M0  Var_04    C3   C4   O7   C8   -178.24  30.0  1
 9M0  Var_05    O25  C24  O23  C19   -13.87  30.0  1
 9M0  Var_06    O23  C24  O25  C20    13.83  30.0  1
 9M0  Var_07    C17  C16  C11  C8     76.22  30.0  2
 9M0  Var_08    C22  C17  C16  C11  -107.56  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 9M0  plan-1  C13  0.020
 9M0  plan-1  C15  0.020
 9M0  plan-1  S26  0.020
 9M0  plan-1  C27  0.020
 9M0  plan-1  C28  0.020
 9M0  plan-1  N29  0.020
 9M0  plan-1  H11  0.020
 9M0  plan-1  H12  0.020
 9M0  plan-2  C16  0.020
 9M0  plan-2  C17  0.020
 9M0  plan-2  C18  0.020
 9M0  plan-2  C19  0.020
 9M0  plan-2  C20  0.020
 9M0  plan-2  C21  0.020
 9M0  plan-2  C22  0.020
 9M0  plan-2  O23  0.020
 9M0  plan-2  O25  0.020
 9M0  plan-2  H7   0.020
 9M0  plan-2  H8   0.020
 9M0  plan-2  H9   0.020
 9M0  plan-3  C8   0.020
 9M0  plan-3  C9   0.020
 9M0  plan-3  C10  0.020
 9M0  plan-3  C11  0.020
 9M0  plan-3  C13  0.020
 9M0  plan-3  O7   0.020
 9M0  plan-3  C15  0.020
 9M0  plan-3  N12  0.020
 9M0  plan-3  C16  0.020
 9M0  plan-3  H4   0.020
 9M0  plan-4  C4   0.020
 9M0  plan-4  C5   0.020
 9M0  plan-4  C6   0.020
 9M0  plan-4  C10  0.020
 9M0  plan-4  O7   0.020
 9M0  plan-4  C1   0.020
 9M0  plan-4  C2   0.020
 9M0  plan-4  C3   0.020
 9M0  plan-4  F30  0.020
 9M0  plan-4  H1   0.020
 9M0  plan-4  H2   0.020
 9M0  plan-4  H3   0.020
 9M0  plan-5  C5   0.020
 9M0  plan-5  C9   0.020
 9M0  plan-5  C10  0.020
 9M0  plan-5  O14  0.020

